A novel one pot synthesis of 2-dimethylaminoquinoline derivatives from arylazido ketones by cyclization under Vilsmeier condition

Article abstract of DOI:10.1016/S0040-4039(98)00625-X

1-(2-Azidophenyl)ethanone on treatment with Vilsmeier reagent yields 4- chloro-2-dimethylamino-3-quinolinecarboxaldehyde and 4-chloro-2- dimethylaminoquinoline, whereas 1-(2-azidophenyl)propanone and butanone derivatives give the corresponding 4-chloro-3-alkyl-2-dimethylaminoquinolines and 3-alkyl-4-chloroquinolines.